Panoramic view of a tropical beach paradise with a calm sea and palm trees.

Caribbean Islands Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Caribbean Islands vacation rentals

Amueblado

Amueblado
3.5 star property
Licey al Medio
The price is P2,675
P4,676 total
includes taxes & fees
Jul 13 - Jul 14
Amueblado

Arena Apartahotel

Arena Apartahotel
3.0 star property
Bávaro
9.8 out of 10, Exceptional, (17 reviews)
"Excellent place to Staying it locally close to everything"
United States
VIRGILIO
The price is P2,735
P3,228 total
includes taxes & fees
Jun 30 - Jul 1
Arena Apartahotel

Residence Xamanai

Residence Xamanai
3.0 star property
Samaná
10.0 out of 10, Exceptional, (3 reviews)
"Good staff, very pet friendly Excellent place for family vacation"
United States
Bethsaïda
The price is P1,855
P2,796 total
includes taxes & fees
Jun 24 - Jun 25
Residence Xamanai

TROPICAL ESCAPE - SUITES and STUDIOS

TROPICAL ESCAPE - SUITES and STUDIOS
4.5 star property
Bávaro
9.4 out of 10, Exceptional, (3 reviews)
"We traveled with children and the hotel provided excellent facilities for families. The staff were very patient and helpful."
Italy
Marco
The price is P7,440
P10,572 total
includes taxes & fees
Jun 30 - Jul 1
TROPICAL ESCAPE - SUITES and STUDIOS

The Ivy - Blue Bay Golf & Beach Resort

The Ivy - Blue Bay Golf & Beach Resort
4.0 star property
Sint Michiel
10.0 out of 10, Exceptional, (1 review)
""I had a wonderful stay at this hotel. It offers beautiful, modern apartment-style rooms that are spacious and very safe. The staff is incredibly helpful and friendly, Yvette and intern Josefine was super nice, making the experience even better. Everything was clean and comfortable. I would definitely return!""
United States
Marylou
The price is P6,643
P7,108 total
includes taxes & fees
Jun 24 - Jun 25
The Ivy - Blue Bay Golf & Beach Resort

PALMERAS DE SOL CARIBE

PALMERAS DE SOL CARIBE
4.5 star property
Bávaro
9.8 out of 10, Exceptional, (10 reviews)
"An amazing tropical escape with beautiful gardens and excellent hospitality. The cocktails at the beach bar were fantastic. However, finding a free sunbed by the pool in the afternoon could be difficult."
Mexico
Emilio
The price is P6,932
P9,983 total
includes taxes & fees
Jun 24 - Jun 25
PALMERAS DE SOL CARIBE

PARADISE DUKASI SUITES at LOS CORALES

PARADISE DUKASI SUITES at LOS CORALES
4.5 star property
Bávaro
9.4 out of 10, Exceptional, (6 reviews)
"Great value for money!! The hotel offered everything I needed for a short business trip. Comfortable bed, fast Wi-Fi, and convenient location near public transport."
United States
Emilio
The price is P7,440
P10,572 total
includes taxes & fees
Jun 29 - Jun 30
PARADISE DUKASI SUITES at LOS CORALES

Aston Rubi City Suites

Aston Rubi City Suites
4.5 star property
Downtown Santo Domingo
9.4 out of 10, Exceptional, (250 reviews)
"Love the stay here at Aston Rubi. 100% recommend "
United States
Wilfredo
The price is P3,884
P4,972 total
includes taxes & fees
Jul 7 - Jul 8
Aston Rubi City Suites

A 7 Minutos del Aeropuerto SDQ Apto.

A 7 Minutos del Aeropuerto SDQ Apto.
2.5 star property
La Caleta
9.4 out of 10, Exceptional, (22 reviews)
"Fausto is an amazing host- prompt, attentive. Bed is very comfortable and accommodations were perfect. Got us to the airport in good time and found us a local place to eat."
United States
Annette
The price is P2,462
P2,905 total
includes taxes & fees
Jun 24 - Jun 25
A 7 Minutos del Aeropuerto SDQ Apto.

Glamping Ecolodge Cueva de las Águilas

Glamping Ecolodge Cueva de las Águilas
2.0 star property
Pedernales
8.8 out of 10, Excellent, (423 reviews)
"We loved it"
United States
Miguel
The price is P5,601
P6,610 total
includes taxes & fees
Jul 10 - Jul 11
Glamping Ecolodge Cueva de las Águilas

Residenciales H1 & H2

Residenciales H1 & H2
3.5 star property
Villa Olga
9.6 out of 10, Exceptional, (185 reviews)
"Very good place to stay. "
United States
NICOLAS
The price is P3,245
P3,829 total
includes taxes & fees
Jun 27 - Jun 28
Residenciales H1 & H2

Destination Jelly Playa Coral Condo

Destination Jelly Playa Coral Condo
4.5 star property
Bávaro
9.8 out of 10, Exceptional, (19 reviews)
"Very satisfied with this booking I recommend ! "
Canada
Mohammad
The price is P7,976
P9,412 total
includes taxes & fees
Jun 24 - Jun 25
Destination Jelly Playa Coral Condo

Xquisite Suites

Xquisite Suites
3.0 star property
Bahamas Terrace
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful proper, lots of beautiful boats to ogle & a beautiful restaurant!"
Canada
Paul
The price is P13,754
P15,130 total
includes taxes & fees
Jun 27 - Jun 28
Xquisite Suites

Santa Fe Club

Santa Fe Club
3.5 star property
Sosúa
8.4 out of 10, Very Good, (195 reviews)
"Great place"
United States
claudia
The price is P4,963
P6,352 total
includes taxes & fees
Jun 28 - Jun 29
Santa Fe Club

Reserva Real by Harper

Reserva Real by Harper
4.5 star property
Bávaro
9.0 out of 10, Wonderful, (310 reviews)
"Great place to stay!"
United States
CARLOS
The price is P4,883
P6,250 total
includes taxes & fees
Jun 28 - Jun 29
Reserva Real by Harper

Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (76 reviews)
"Location on Shoal Bay / East Bay is ideal"
United States
Ron
The price is P10,132
P20,684 total
includes taxes & fees
Jul 23 - Jul 24
Fountain Anguilla

You 4 Ric Piton Suites

You 4 Ric Piton Suites
4.0 star property
Soufriere
10.0 out of 10, Exceptional, (4 reviews)
"This property is simply amazing! If you're looking for a nice quiet, peaceful and restful vacation this is place to be. Excellent views, natural environment and located close to beautiful beaches and restaurants in the town of Soufrier. I fully endorse this place and if it was possible I would give it 10 stars"
United States
Stachio
The price is P7,077
P8,301 total
includes taxes & fees
Jul 6 - Jul 7
You 4 Ric Piton Suites

Villa Carmin I Apt with Private Pool

Villa Carmin I Apt with Private Pool
3.5 star property
Aguadilla
8.0 out of 10, Very Good, (2 reviews)
"This place was perfect, dog friendly, convenient and close enough to beaches. The place was clean and well supplied."
United States
Elba
The price is P7,550
P16,842 total
includes taxes & fees
Jul 6 - Jul 7
Villa Carmin I Apt with Private Pool

BRISAS TROPICAL playa LOS CORALES

BRISAS TROPICAL playa LOS CORALES
4.5 star property
Bávaro
7.8 out of 10, Good, (74 reviews)
"A very pleasant stay with friendly personnel and great attention to detail. The environment was quiet and relaxing, perfect for a short getaway."
United States
Elizabeth
The price is P6,893
P9,210 total
includes taxes & fees
Jun 28 - Jun 29
BRISAS TROPICAL playa LOS CORALES

Estudio centrico

Estudio centrico
3.0 star property
Los Jardines
8.8 out of 10, Excellent, (6 reviews)
"The room was clean and my interaction with staff was very good "
United States
Quinton
The price is P2,024
P3,300 total
includes taxes & fees
Jun 25 - Jun 26
Estudio centrico
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Caribbean Islands Hotel Reviews

Find out more about Caribbean Islands

Search for holiday rentals in Caribbean Islands on Expedia! You can easily find your home rentals, villas, holiday apartments in Caribbean Islands using one of the methods below:

  • View our selection of featured holiday rentals in Caribbean Islands
  • Use the map to find apartments and other holiday homes in the Caribbean Islands neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Caribbean Islands while they last

Look no further and take a look at our great range of rental properties in Caribbean Islands!